HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → Methanone, (6-chloro-3-pyridinyl)(4-methoxyphenyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 6-Chloro-3-pyridinecarbonitrile | HCID 5152094 | — |
| Reactant | HCID 178491912 | HCID 178491912 | — |
| Product | Methanone, (6-chloro-3-pyridinyl)(4-methoxyphenyl)- | HCID 11413955 | 50% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 6-chloronicotinonitrile (1.39 g, 10 mmol) in 100 mL of THF was added (4-methoxyphenyl)magnesium bromide (15 mmol) dropwise at 0° C. The mixture was then stirred at 0° C. for 1 h. and then 50 mL sat. NH4Cl solution was added. The mixture was extracted with ethyl acetate and the organic layer was washed with brine, dried over Na2SO4, filtered, concentrated, and purified by flash chromatography to give the product (1.24 g, 50% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-89a73a1d11304a0abfb73d64c4681dfb |
| Source note | uspto-grants-2016_04 |